1-[2-(Hydroxymethyl)-3-(5-hydroxy-3-methylpent-3-enyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

Details

• Internal ID: fe0c6288-94ab-4778-8e8e-9b07b08471c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-[2-(hydroxymethyl)-3-(5-hydroxy-3-methylpent-3-enyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol
• SMILES (Canonical): CC(=CCC(C(=CCC(C1(C(O1)CCC(=CCO)C)CO)O)C)O)C
• SMILES (Isomeric): CC(=CCC(C(=CCC(C1(C(O1)CCC(=CCO)C)CO)O)C)O)C
• InChI: InChI=1S/C20H34O5/c1-14(2)5-8-17(23)16(4)7-9-18(24)20(13-22)19(25-20)10-6-15(3)11-12-21/h5,7,11,17-19,21-24H,6,8-10,12-13H2,1-4H3
• InChI Key: AQSPUIOEGRVAJI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₅
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.24062418 g/mol
• Topological Polar Surface Area (TPSA): 93.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8133	81.33%
Caco-2	-	0.6309	63.09%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5672	56.72%
BSEP inhibitior	+	0.5742	57.42%
P-glycoprotein inhibitior	-	0.8040	80.40%
P-glycoprotein substrate	-	0.7026	70.26%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7562	75.62%
CYP3A4 inhibition	-	0.8675	86.75%
CYP2C9 inhibition	-	0.7537	75.37%
CYP2C19 inhibition	-	0.7392	73.92%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.8325	83.25%
CYP2C8 inhibition	-	0.6536	65.36%
CYP inhibitory promiscuity	-	0.8846	88.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.6444	64.44%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.8206	82.06%
Skin irritation	-	0.6976	69.76%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7010	70.10%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7025	70.25%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.6605	66.05%
Androgen receptor binding	-	0.5920	59.20%
Thyroid receptor binding	+	0.7354	73.54%
Glucocorticoid receptor binding	+	0.6310	63.10%
Aromatase binding	+	0.5851	58.51%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.7694	76.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7220	72.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.17%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.60%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.24%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.18%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.17%	95.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.98%	98.05%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.04%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.83%	91.24%
CHEMBL2581	P07339	Cathepsin D	82.61%	98.95%

Plants that contains it

• Balsamorhiza sagittata

Cross-Links

• PubChem: 162899701
• LOTUS: LTS0244017
• wikiData: Q104917039